ACCESSION: MSBNK-Eawag-EA033811
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 338

CH$NAME: Antipyrine
CH$NAME: Phenazone
CH$NAME: 1,5-dimethyl-2-phenyl-3-pyrazolone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₁H₁₂N₂O
CH$EXACT_MASS: 188.0950
CH$SMILES: CN1N(C(=O)C=C1C)C2=CC=CC=C2
CH$IUPAC: InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
CH$LINK: CAS 60-80-0
CH$LINK: CHEBI 31225
CH$LINK: KEGG D01776
CH$LINK: PUBCHEM CID:2206
CH$LINK: INCHIKEY VEQOALNAAJBPNY-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2121
CH$LINK: COMPTOX DTXSID6021117

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 4.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 189.1027
MS$FOCUSED_ION: PRECURSOR_M/Z 189.1022
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1

PK$SPLASH: splash10-000i-0900000000-4b511d8866a35ece5abd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0495 C3H6N+ 1 56.0495 -0.1
  58.0651 C3H8N+ 1 58.0651 -0.27
  65.0386 C5H5+ 1 65.0386 -0.1
  68.0496 C4H6N+ 1 68.0495 1.83
  69.0575 C4H7N+ 1 69.0573 2.16
  70.0651 C4H8N+ 1 70.0651 0.06
  77.0386 C6H5+ 1 77.0386 0.69
  81.0447 C4H5N2+ 1 81.0447 -0.43
  91.0542 C7H7+ 1 91.0542 0.26
  92.0494 C6H6N+ 1 92.0495 -0.28
  93.0333 C6H5O+ 1 93.0335 -1.52
  95.0603 C5H7N2+ 1 95.0604 -0.57
  96.0444 C5H6NO+ 1 96.0444 -0.31
  96.0683 C5H8N2+ 1 96.0682 0.52
  98.0601 C5H8NO+ 1 98.06 0.81
  103.0543 C8H7+ 1 103.0542 0.42
  104.0495 C7H6N+ 1 104.0495 0.43
  105.0336 C7H5O+ 1 105.0335 0.56
  105.07 C8H9+ 1 105.0699 0.79
  106.0651 C7H8N+ 1 106.0651 0.14
  111.0552 C5H7N2O+ 1 111.0553 -1.16
  115.0545 C9H7+ 1 115.0542 1.94
  117.0571 C8H7N+ 1 117.0573 -1.37
  117.0699 C9H9+ 1 117.0699 0.11
  118.0652 C8H8N+ 1 118.0651 0.38
  120.0807 C8H10N+ 1 120.0808 -0.21
  130.0651 C9H8N+ 1 130.0651 -0.04
  131.0605 C8H7N2+ 1 131.0604 0.8
  131.073 C9H9N+ 1 131.073 0.15
  132.0807 C9H10N+ 1 132.0808 -0.27
  133.0522 C8H7NO+ 1 133.0522 0.04
  133.076 C8H9N2+ 1 133.076 -0.04
  134.0963 C9H12N+ 1 134.0964 -0.64
  135.0553 C7H7N2O+ 1 135.0553 -0.07
  144.0808 C10H10N+ 1 144.0808 0.17
  145.0648 C10H9O+ 1 145.0648 -0.28
  145.076 C9H9N2+ 1 145.076 -0.51
  145.0889 C10H11N+ 1 145.0886 2.27
  146.0839 C9H10N2+ 1 146.0838 0
  146.0964 C10H12N+ 1 146.0964 -0.25
  147.0917 C9H11N2+ 1 147.0917 0.04
  148.0757 C9H10NO+ 1 148.0757 0.4
  149.0711 C8H9N2O+ 1 149.0709 0.81
  157.0522 C10H7NO+ 1 157.0522 0.09
  158.0599 C10H8NO+ 1 158.06 -1.2
  160.0996 C10H12N2+ 1 160.0995 0.56
  161.1073 C10H13N2+ 1 161.1073 0.16
  172.0757 C11H10NO+ 1 172.0757 -0.06
  174.0787 C10H10N2O+ 1 174.0788 -0.14
  189.1023 C11H13N2O+ 1 189.1022 0.53
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  56.0495 463270.6 52
  58.0651 413609.8 46
  65.0386 60938 6
  68.0496 18337.3 2
  69.0575 20590.8 2
  70.0651 50376.8 5
  77.0386 81887.3 9
  81.0447 64535 7
  91.0542 140510.7 15
  92.0494 28104.6 3
  93.0333 20383.2 2
  95.0603 74976.9 8
  96.0444 65052.8 7
  96.0683 263814.1 29
  98.0601 120105.7 13
  103.0543 35254.8 3
  104.0495 677626.3 76
  105.0336 37316.8 4
  105.07 33848.5 3
  106.0651 419192.5 47
  111.0552 24068.5 2
  115.0545 28138.1 3
  117.0571 53723 6
  117.0699 154005.2 17
  118.0652 340493.9 38
  120.0807 358090.1 40
  130.0651 446827.7 50
  131.0605 41042.5 4
  131.073 650767.1 73
  132.0807 307072.5 34
  133.0522 67922.4 7
  133.076 75386.1 8
  134.0963 75833 8
  135.0553 20343.3 2
  144.0808 562911.8 63
  145.0648 231817.6 26
  145.076 66345.5 7
  145.0889 27568.6 3
  146.0839 648854.5 73
  146.0964 162093.5 18
  147.0917 1016047.1 114
  148.0757 74811.8 8
  149.0711 93833.4 10
  157.0522 71209.7 8
  158.0599 45482.8 5
  160.0996 43074.6 4
  161.1073 746411.6 84
  172.0757 108169.4 12
  174.0787 601592.8 68
  189.1023 8834909.2 999
//